AI Transformation Lead
New York, NYRemote7+ YOE
Summary
Strategic customer-facing role driving large-scale AI workflow adoption for enterprise fashion and retail brands. Partners with design, merchandising, and executive teams to implement AI transformation initiatives.
About the role
Responsibilities
- Become a deep expert in Raspberry AI’s platform, workflows, and evolving capabilities across design, merchandising, and product development use cases.
- Partner closely with enterprise customers to understand how teams adopt and operationalize AI across creative and production workflows.
- Identify high-performing customer workflows and translate them into scalable playbooks, implementation strategies, and best practices for broader customer adoption.
- Advise customers on organizational and operational changes required to successfully implement AI workflows across large teams and cross-functional organizations.
- Drive AI transformation initiatives across enterprise retail organizations ranging from hundreds to thousands of users.
- Work cross-functionally with Product, Engineering, Customer Success, and Sales teams to influence product direction and improve customer outcomes.
- Create clear documentation, enablement materials, workflow frameworks, and executive-ready recommendations for internal and external stakeholders.
- Lead strategic customer workshops, product trainings, workflow audits, and executive business reviews.
- Act as a trusted advisor to customer leadership teams, helping them understand how generative AI can improve speed, efficiency, creativity, and organizational alignment.
- Surface recurring workflow gaps, customer pain points, and operational insights to influence roadmap prioritization and product strategy.
- Stay at the forefront of AI-native creative workflows and emerging industry trends across fashion, retail, and digital product creation.
Requirements
- 7+ years of experience in fashion technology, enterprise SaaS, AI workflow consulting, product operations, digital transformation, or creative systems implementation.
- Deep understanding of retail, fashion, or product development workflows across design, merchandising, sourcing, and production organizations.
- Strong familiarity with generative AI tools and creative workflows using platforms such as Midjourney, Firefly, ComfyUI, Krea, Runway, or similar systems.
- Experience driving operational change management or technology transformation initiatives within large organizations.
- Exceptional communication and storytelling skills — able to influence both executive stakeholders and hands-on creative teams.
- Proven ability to translate complex product capabilities into practical operational workflows and measurable business outcomes.
- Highly strategic and systems-oriented thinker who can connect individual workflows to broader organizational transformation.
- Strong documentation and enablement skills with the ability to create scalable frameworks, playbooks, and customer education materials.
- Comfortable navigating ambiguity and operating in fast-moving, high-growth environments.
- Strong cross-functional instincts with experience partnering across Product, Engineering, Customer Success, and GTM teams.
- Passion for AI-native workflows and excitement about shaping the future of fashion and retail technology.
- Self-starter mentality with a high level of ownership, accountability, and operational rigor.
Skills
Generative AIMidjourneyFireflyComfyUIKreaRunwayChange ManagementWorkflow DesignEnterprise SaaSProduct OperationsDigital TransformationCross-functional Collaboration